Natural Product: NPC91

Natural Product ID:  NPC91
Common Name:   Asclepin
IUPAC Name:  
Synonyms:   Asclepin
Molecular Formula:   C31H42O10
Standard InCHIKey:  OXKMZIABKYHLAR-SVDYBJNLSA-N
Standard InCHI:  InChI=1S/C31H42O10/c1-16-10-25(39-17(2)33)31(36)27(38-16)40-23-12-19-4-5-22-21(29(19,15-32)13-24(23)41-31)6-8-28(3)20(7-9-30(22,28)35)18-11-26(34)37-14-18/h11,15-16,19-25,27,35-36H,4-10,12-14H2,1-3H3/t16-,19+,20-,21+,22-,23-,24-,25+,27+,28-,29-,30+,31+/m1/s1
Canonical SMILES:  O=C[C@]12C[C@H]3O[C@]4(O)[C@H](O[C@@H]3C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)O[C@@H](C[C@@H]4OC(=O)C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota PMID[16252914]
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota PMID[19251412]
NPO3369 Anemone narcissiflora Species Ranunculaceae Eukaryota UNPD*
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota UNPD*
NPO8349 Uga sinensis NA NA NA UNPD*
NPO26375 Viburnum grandifolium Species Adoxaceae Eukaryota UNPD*
NPO2175 Hyperbaena columbica Species Menispermaceae Eukaryota UNPD*
NPO9165 Asclepias curassavica Species Apocynaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT65 Cell Line HepG2 Homo sapiens IC50 = 20 nM 19251412
NPT80 Cell Line Raji Homo sapiens IC50 = 20 nM 19251412
NPT81 Cell Line A549 Homo sapiens IC50 = 0.01 ug/ml 16252914
NPT82 Cell Line MDA-MB-231 Homo sapiens IC50 = 0.06 ug/ml 16252914
NPT83 Cell Line MCF7 Homo sapiens IC50 = 0.02 ug/ml 16252914
NPT65 Cell Line HepG2 Homo sapiens IC50 = 0.05 ug/ml 16252914

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC91 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9916 High Similarity NPC16569
0.9916 High Similarity NPC159338
0.9916 High Similarity NPC253456
0.9833 High Similarity NPC93416
0.9833 High Similarity NPC42670
0.9833 High Similarity NPC19124
0.9752 High Similarity NPC477709
0.9752 High Similarity NPC476221
0.9752 High Similarity NPC298783
0.9752 High Similarity NPC104585
0.9752 High Similarity NPC157817
0.9752 High Similarity NPC225385
0.9752 High Similarity NPC142756
0.9667 High Similarity NPC188234
0.9667 High Similarity NPC276838
0.9667 High Similarity NPC125077
0.9667 High Similarity NPC329986
0.9667 High Similarity NPC140092
0.9667 High Similarity NPC232785
0.958 High Similarity NPC250556
0.958 High Similarity NPC469750
0.95 High Similarity NPC240070
0.95 High Similarity NPC179412
0.95 High Similarity NPC471356
0.95 High Similarity NPC329784
0.9435 High Similarity NPC171619
0.9431 High Similarity NPC116075
0.9431 High Similarity NPC247190
0.9431 High Similarity NPC146857
0.9431 High Similarity NPC32793
0.9431 High Similarity NPC469749
0.9412 High Similarity NPC27363
0.936 High Similarity NPC59288
0.9355 High Similarity NPC329636
0.9344 High Similarity NPC469755
0.9344 High Similarity NPC469754
0.9344 High Similarity NPC471360
0.9344 High Similarity NPC86159
0.9344 High Similarity NPC197707
0.9344 High Similarity NPC180079
0.9344 High Similarity NPC471358
0.9344 High Similarity NPC219085
0.9344 High Similarity NPC471361
0.9344 High Similarity NPC471359
0.9344 High Similarity NPC9499
0.9344 High Similarity NPC469751
0.9344 High Similarity NPC89514
0.9344 High Similarity NPC469752
0.9344 High Similarity NPC17896
0.9344 High Similarity NPC251866
0.9344 High Similarity NPC469753
0.9344 High Similarity NPC471352
0.9344 High Similarity NPC70542
0.9344 High Similarity NPC6108
0.9344 High Similarity NPC284406
0.9344 High Similarity NPC10823
0.928 High Similarity NPC194716
0.9206 High Similarity NPC329675
0.918 High Similarity NPC471357
0.918 High Similarity NPC146456
0.918 High Similarity NPC469757
0.918 High Similarity NPC117702
0.912 High Similarity NPC88668
0.9076 High Similarity NPC329905
0.9 High Similarity NPC474466
0.9 High Similarity NPC475136
0.8952 High Similarity NPC311534
0.8917 High Similarity NPC30483
0.8917 High Similarity NPC236973
0.8917 High Similarity NPC32177
0.8917 High Similarity NPC55532
0.8917 High Similarity NPC470897
0.8917 High Similarity NPC292467
0.8917 High Similarity NPC469756
0.8908 High Similarity NPC152615
0.8843 High Similarity NPC475556
0.8843 High Similarity NPC470312
0.8843 High Similarity NPC72260
0.8843 High Similarity NPC475629
0.8833 High Similarity NPC218093
0.8824 High Similarity NPC99620
0.8824 High Similarity NPC196931
0.8824 High Similarity NPC5311
0.8824 High Similarity NPC310341
0.8824 High Similarity NPC199428
0.8824 High Similarity NPC193382
0.877 High Similarity NPC173555
0.877 High Similarity NPC475590
0.877 High Similarity NPC475419
0.877 High Similarity NPC40749
0.877 High Similarity NPC231518
0.877 High Similarity NPC475219
0.877 High Similarity NPC120390
0.877 High Similarity NPC314535
0.877 High Similarity NPC474908
0.876 High Similarity NPC291820
0.876 High Similarity NPC289700
0.876 High Similarity NPC81222
0.876 High Similarity NPC62172
0.875 High Similarity NPC474418
0.875 High Similarity NPC87250
0.875 High Similarity NPC157376
0.875 High Similarity NPC142066
0.875 High Similarity NPC471354
0.875 High Similarity NPC243196
0.875 High Similarity NPC471353
0.875 High Similarity NPC34390
0.875 High Similarity NPC244402
0.875 High Similarity NPC196429
0.875 High Similarity NPC158344
0.875 High Similarity NPC309034
0.875 High Similarity NPC471355
0.875 High Similarity NPC50305
0.875 High Similarity NPC93883
0.875 High Similarity NPC99728
0.875 High Similarity NPC77319
0.875 High Similarity NPC84987
0.875 High Similarity NPC473852
0.875 High Similarity NPC27507
0.875 High Similarity NPC471351
0.874 High Similarity NPC155529
0.874 High Similarity NPC471855
0.8739 High Similarity NPC84949
0.8739 High Similarity NPC31354
0.8739 High Similarity NPC69576
0.8739 High Similarity NPC471633
0.8699 High Similarity NPC28532
0.8699 High Similarity NPC74259
0.8699 High Similarity NPC193893
0.8699 High Similarity NPC264336
0.8699 High Similarity NPC474423
0.8689 High Similarity NPC107607
0.8678 High Similarity NPC83287
0.8661 High Similarity NPC173347
0.8651 High Similarity NPC477490
0.8651 High Similarity NPC114306
0.8629 High Similarity NPC117445
0.8629 High Similarity NPC208193
0.8629 High Similarity NPC308262
0.8626 High Similarity NPC75616
0.8626 High Similarity NPC290746
0.8626 High Similarity NPC79250
0.8615 High Similarity NPC127656
0.8607 High Similarity NPC5883
0.8607 High Similarity NPC29639
0.8607 High Similarity NPC304260
0.8607 High Similarity NPC44899
0.8595 High Similarity NPC290693
0.8595 High Similarity NPC203862
0.8583 High Similarity NPC471407
0.8538 High Similarity NPC158350
0.8516 High Similarity NPC477493
0.8512 High Similarity NPC138372
0.8512 High Similarity NPC106228
0.8462 Intermediate Similarity NPC248703
0.8455 Intermediate Similarity NPC19028
0.8455 Intermediate Similarity NPC477071
0.8455 Intermediate Similarity NPC122971
0.8455 Intermediate Similarity NPC9674
0.845 Intermediate Similarity NPC477195
0.8443 Intermediate Similarity NPC474483
0.8438 Intermediate Similarity NPC476966
0.8438 Intermediate Similarity NPC231529
0.843 Intermediate Similarity NPC178289
0.843 Intermediate Similarity NPC477580
0.8425 Intermediate Similarity NPC287423
0.84 Intermediate Similarity NPC115349
0.8387 Intermediate Similarity NPC281840
0.8387 Intermediate Similarity NPC476150
0.8387 Intermediate Similarity NPC476127
0.8374 Intermediate Similarity NPC45475
0.8361 Intermediate Similarity NPC469794
0.8361 Intermediate Similarity NPC72772
0.8361 Intermediate Similarity NPC471816
0.8359 Intermediate Similarity NPC293623
0.8359 Intermediate Similarity NPC69273
0.8359 Intermediate Similarity NPC168899
0.8346 Intermediate Similarity NPC47113
0.8346 Intermediate Similarity NPC174367
0.8333 Intermediate Similarity NPC41129
0.8321 Intermediate Similarity NPC476777
0.8321 Intermediate Similarity NPC476778
0.8308 Intermediate Similarity NPC478154
0.8306 Intermediate Similarity NPC475041
0.8295 Intermediate Similarity NPC477196
0.8293 Intermediate Similarity NPC477252
0.8293 Intermediate Similarity NPC473405
0.8281 Intermediate Similarity NPC470780
0.8279 Intermediate Similarity NPC472274
0.8268 Intermediate Similarity NPC318135
0.8268 Intermediate Similarity NPC473505
0.8258 Intermediate Similarity NPC110700
0.8258 Intermediate Similarity NPC279915
0.8254 Intermediate Similarity NPC269642
0.8244 Intermediate Similarity NPC316915
0.8244 Intermediate Similarity NPC476779
0.8244 Intermediate Similarity NPC478151
0.824 Intermediate Similarity NPC135369
0.824 Intermediate Similarity NPC108072
0.824 Intermediate Similarity NPC472004

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC91 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.958 High Similarity NPD7507 Approved
0.9344 High Similarity NPD7319 Approved
0.8843 High Similarity NPD8377 Approved
0.8843 High Similarity NPD8294 Approved
0.877 High Similarity NPD8380 Approved
0.877 High Similarity NPD8335 Approved
0.877 High Similarity NPD8379 Approved
0.877 High Similarity NPD8378 Approved
0.877 High Similarity NPD8033 Approved
0.877 High Similarity NPD8296 Approved
0.876 High Similarity NPD7516 Approved
0.8678 High Similarity NPD7327 Approved
0.8678 High Similarity NPD7328 Approved
0.8197 Intermediate Similarity NPD8133 Approved
0.8083 Intermediate Similarity NPD6686 Approved
0.8031 Intermediate Similarity NPD7503 Approved
0.7939 Intermediate Similarity NPD7736 Approved
0.7907 Intermediate Similarity NPD8328 Phase 3
0.7851 Intermediate Similarity NPD6412 Phase 2
0.7727 Intermediate Similarity NPD8293 Discontinued
0.7692 Intermediate Similarity NPD6370 Approved
0.7581 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD7492 Approved
0.7563 Intermediate Similarity NPD7638 Approved
0.754 Intermediate Similarity NPD6882 Approved
0.7538 Intermediate Similarity NPD6054 Approved
0.7538 Intermediate Similarity NPD6059 Approved
0.7519 Intermediate Similarity NPD6616 Approved
0.75 Intermediate Similarity NPD7640 Approved
0.75 Intermediate Similarity NPD7639 Approved
0.7481 Intermediate Similarity NPD8517 Approved
0.7481 Intermediate Similarity NPD8515 Approved
0.7481 Intermediate Similarity NPD8513 Phase 3
0.7481 Intermediate Similarity NPD8516 Approved
0.7463 Intermediate Similarity NPD7078 Approved
0.7442 Intermediate Similarity NPD6009 Approved
0.744 Intermediate Similarity NPD6372 Approved
0.744 Intermediate Similarity NPD6373 Approved
0.7405 Intermediate Similarity NPD6319 Approved
0.7402 Intermediate Similarity NPD8297 Approved
0.7398 Intermediate Similarity NPD8170 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD5955 Clinical (unspecified phase)
0.7379 Intermediate Similarity NPD7625 Phase 1
0.736 Intermediate Similarity NPD7320 Approved
0.7348 Intermediate Similarity NPD6015 Approved
0.7348 Intermediate Similarity NPD6016 Approved
0.7344 Intermediate Similarity NPD4632 Approved
0.7339 Intermediate Similarity NPD6402 Approved
0.7339 Intermediate Similarity NPD5739 Approved
0.7339 Intermediate Similarity NPD6008 Approved
0.7339 Intermediate Similarity NPD6675 Approved
0.7339 Intermediate Similarity NPD7128 Approved
0.7323 Intermediate Similarity NPD6650 Approved
0.7323 Intermediate Similarity NPD6649 Approved
0.7308 Intermediate Similarity NPD7115 Discovery
0.7302 Intermediate Similarity NPD4061 Clinical (unspecified phase)
0.7293 Intermediate Similarity NPD5988 Approved
0.7222 Intermediate Similarity NPD6881 Approved
0.7222 Intermediate Similarity NPD6899 Approved
0.7143 Intermediate Similarity NPD5701 Approved
0.7143 Intermediate Similarity NPD5697 Approved
0.7143 Intermediate Similarity NPD5954 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD6053 Discontinued
0.7109 Intermediate Similarity NPD7290 Approved
0.7109 Intermediate Similarity NPD6883 Approved
0.7109 Intermediate Similarity NPD7102 Approved
0.7087 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7054 Intermediate Similarity NPD6847 Approved
0.7054 Intermediate Similarity NPD6617 Approved
0.7054 Intermediate Similarity NPD8130 Phase 1
0.7054 Intermediate Similarity NPD6869 Approved
0.7031 Intermediate Similarity NPD6014 Approved
0.7031 Intermediate Similarity NPD6013 Approved
0.7031 Intermediate Similarity NPD6012 Approved
0.7029 Intermediate Similarity NPD6033 Approved
0.6985 Remote Similarity NPD7604 Phase 2
0.6985 Remote Similarity NPD6067 Discontinued
0.6963 Remote Similarity NPD5983 Phase 2
0.696 Remote Similarity NPD7632 Discontinued
0.6953 Remote Similarity NPD6011 Approved
0.6923 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6911 Remote Similarity NPD7902 Approved
0.6911 Remote Similarity NPD4755 Approved
0.6884 Remote Similarity NPD6336 Discontinued
0.6846 Remote Similarity NPD4634 Approved
0.6825 Remote Similarity NPD5211 Phase 2
0.6803 Remote Similarity NPD7748 Approved
0.68 Remote Similarity NPD5286 Approved
0.68 Remote Similarity NPD5285 Approved
0.68 Remote Similarity NPD4700 Approved
0.68 Remote Similarity NPD4696 Approved
0.6777 Remote Similarity NPD8034 Phase 2
0.6777 Remote Similarity NPD8035 Phase 2
0.6774 Remote Similarity NPD6083 Phase 2
0.6774 Remote Similarity NPD6084 Phase 2
0.6748 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6744 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6721 Remote Similarity NPD8171 Discontinued
0.6721 Remote Similarity NPD6399 Phase 3
0.672 Remote Similarity NPD5696 Approved
0.672 Remote Similarity NPD4225 Approved
0.6719 Remote Similarity NPD5141 Approved
0.6716 Remote Similarity NPD6274 Approved
0.6714 Remote Similarity NPD8074 Phase 3
0.6694 Remote Similarity NPD4697 Phase 3
0.6693 Remote Similarity NPD5225 Approved
0.6693 Remote Similarity NPD5226 Approved
0.6693 Remote Similarity NPD4633 Approved
0.6693 Remote Similarity NPD5224 Approved
0.6691 Remote Similarity NPD7100 Approved
0.6691 Remote Similarity NPD7101 Approved
0.6667 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4767 Approved
0.6667 Remote Similarity NPD7900 Approved
0.6667 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4768 Approved
0.6641 Remote Similarity NPD5174 Approved
0.6641 Remote Similarity NPD5175 Approved
0.6639 Remote Similarity NPD7515 Phase 2
0.6618 Remote Similarity NPD6335 Approved
0.6614 Remote Similarity NPD5223 Approved
0.6613 Remote Similarity NPD5695 Phase 3
0.6612 Remote Similarity NPD5328 Approved
0.6594 Remote Similarity NPD6909 Approved
0.6594 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6594 Remote Similarity NPD6908 Approved
0.6594 Remote Similarity NPD6921 Approved
0.6591 Remote Similarity NPD6371 Approved
0.6585 Remote Similarity NPD4202 Approved
0.6566 Remote Similarity NPD7799 Discontinued
0.6565 Remote Similarity NPD4729 Approved
0.6565 Remote Similarity NPD4730 Approved
0.6557 Remote Similarity NPD6698 Approved
0.6557 Remote Similarity NPD46 Approved
0.6544 Remote Similarity NPD6317 Approved
0.6529 Remote Similarity NPD6903 Approved
0.6528 Remote Similarity NPD7260 Phase 2
0.6512 Remote Similarity NPD4754 Approved
0.6504 Remote Similarity NPD6079 Approved
0.6504 Remote Similarity NPD5693 Phase 1
0.65 Remote Similarity NPD7146 Approved
0.65 Remote Similarity NPD6409 Approved
0.65 Remote Similarity NPD7334 Approved
0.65 Remote Similarity NPD7521 Approved
0.65 Remote Similarity NPD5330 Approved
0.65 Remote Similarity NPD6684 Approved
0.6496 Remote Similarity NPD6314 Approved
0.6496 Remote Similarity NPD6313 Approved
0.6466 Remote Similarity NPD5251 Approved
0.6466 Remote Similarity NPD5248 Approved
0.6466 Remote Similarity NPD5250 Approved
0.6466 Remote Similarity NPD5247 Approved
0.6466 Remote Similarity NPD5249 Phase 3
0.6457 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6439 Remote Similarity NPD5128 Approved
0.6434 Remote Similarity NPD8337 Approved
0.6434 Remote Similarity NPD8336 Approved
0.6417 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6408 Remote Similarity NPD8451 Approved
0.64 Remote Similarity NPD6001 Approved
0.6371 Remote Similarity NPD5284 Approved
0.6371 Remote Similarity NPD5281 Approved
0.637 Remote Similarity NPD8338 Approved
0.637 Remote Similarity NPD6845 Suspended
0.6364 Remote Similarity NPD3618 Phase 1
0.6364 Remote Similarity NPD8448 Approved
0.6357 Remote Similarity NPD5344 Discontinued
0.6345 Remote Similarity NPD5956 Approved
0.6345 Remote Similarity NPD8392 Approved
0.6345 Remote Similarity NPD8390 Approved
0.6345 Remote Similarity NPD8391 Approved
0.6341 Remote Similarity NPD6904 Approved
0.6341 Remote Similarity NPD6080 Approved
0.6341 Remote Similarity NPD6673 Approved
0.6341 Remote Similarity NPD6051 Approved
0.6341 Remote Similarity NPD4753 Phase 2
0.6311 Remote Similarity NPD3573 Approved
0.6303 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6299 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6299 Remote Similarity NPD5221 Approved
0.6299 Remote Similarity NPD5222 Approved
0.6296 Remote Similarity NPD5217 Approved
0.6296 Remote Similarity NPD5215 Approved
0.6296 Remote Similarity NPD5216 Approved
0.6268 Remote Similarity NPD7642 Approved
0.6268 Remote Similarity NPD7122 Discontinued
0.626 Remote Similarity NPD5737 Approved
0.626 Remote Similarity NPD6672 Approved
0.6259 Remote Similarity NPD8449 Approved
0.625 Remote Similarity NPD5173 Approved
0.6232 Remote Similarity NPD6868 Approved
0.6224 Remote Similarity NPD8342 Approved
0.6224 Remote Similarity NPD8299 Approved
0.6224 Remote Similarity NPD8340 Approved
0.6224 Remote Similarity NPD8341 Approved
0.6222 Remote Similarity NPD5169 Approved
0.6222 Remote Similarity NPD5135 Approved
0.6222 Remote Similarity NPD5134 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   441844
ChEMBL   CHEMBL445086
ZINC  

Physicochemical Properties

Molecular Weight:  574.28
ALogP:  -1.3581
MLogP:  3.77
XLogP:  2.155
# Rotatable Bonds:  9
Polar Surface Area:  137.82
# H-Bond Aceptor:  10
# H-Bond Donor:  2
# Rings:  7
# Heavy Atoms:  41

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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